Wheeler Opera House

First of all — this historical place (built in 1888) is a beautifully restored, architectural masterpiece. That aside, they have some of the best performances, films, comedy acts, etc. in town. You gotta catch a show here (afterwards, head on down to Bentley’s).

Theatre Aspen

Isis Theatre (movies)

Next to the fire station, this movie theatre is really the only place to go in town, but that’s not why it’s a top pick. It’s newly remodeled, has incredible surround sound, and they’ll even sell you a glass of wine or a beer!